MTC: Judges Will Be Hunting These AI Tricks After Brazil’s Scandal

it is hard to believe that judges will be happy if lawyer insert “code” into their online filings!

Recently, Brazilian court officials uncovered something that should make every tech‑savvy lawyer sit up straight. In a labor court, staff discovered a filing that looked ordinary to the human eye—until they examined it more closely. Hidden in the document was text written in white font on a white background, invisible to anyone casually reading the PDF but fully legible to the court’s AI system.

That invisible text was not a typo. It was an instruction—what technologists call a “prompt injection”—telling the court’s AI software to review the case only superficially and not to challenge the evidence submitted. In other words, the filing was designed to trick the judiciary’s own AI tools into rubber‑stamping a favorable outcome by smuggling in commands that humans would never see.

Fortunately, court staff caught the scheme before it affected the proceedings. But Brazilian authorities immediately recognized the incident as a new species of digital fraud and began discussing safeguards: automatic detection of invisible text, formatting checks before AI processing, and stronger human oversight at every stage. They also raised the prospect of stricter ethics rules and sanctions for lawyers who try to manipulate court AI systems.

For our purposes, the Brazil case does three important things:

  1. It confirms that AI now sits inside judicial workflows—not just law firm workflows.

  2. It shows that some lawyers will try to game those systems if they think they can get away with it.

  3. It gives us a concrete example of what not to do and what to watch for as courts in the U.S. and elsewhere adopt similar tools.

From an ABA perspective, a “white‑text prompt injection” is not clever lawyering—it’s a direct collision with Model Rule 3.3 (candor toward the tribunal) and Model Rule 8.4(c)’s prohibition on conduct involving dishonesty, fraud, deceit, or misrepresentation. And because the Brazil incident exploits the very AI tools that the judiciary is using, it also implicates Model Rule 1.1 and Comment 8: the duty of technology competence now includes understanding how these systems can be abused.

So let’s unpack what we should learn from Brazil—starting with what not to do.

What Not To Do: Hidden Instructions and “Clever” Hacks

The Brazil case is a textbook on the wrong way to think about AI in litigation.

  • Do not embed hidden commands in filings (through white‑on‑white text, metadata, or other tricks) with the intent to influence how a court’s AI tools process your case.

  • Do not treat court‑side AI as just another system to be “SEO‑optimized” or hacked. Unlike a marketing algorithm, this is part of the machinery of justice; trying to tilt it in your favor crosses a bright ethical line.

  • Do not assume that “if the judge doesn’t see it, it doesn’t count.” Malicious prompts aimed at judicial AI are still part of your submission to the tribunal, and they reflect directly on your candor and honesty under Model Rules 3.3 and 8.4.

In short: if you would never say it to the judge in plain black‑and‑white text, you should not whisper it to the court’s AI in invisible text.

What To Watch For: How to Recognize This Behavior

lawyers need to be prepared to vet opposing counsel’s filings for ai injection!

The harder question is how you, as a solo or small‑firm lawyer, can spot similar tactics when others use them—especially when you don’t control the court’s systems.

Here are practical signals and questions:

  • Suspicious formatting in PDFs or Word files. Odd spacing, unexpected blank pages, or inconsistent fonts can sometimes signal hidden layers of text. While you won’t always spot white‑on‑white content, unusual formatting should prompt closer inspection.

  • Metadata anomalies. If you routinely examine document properties, look for multiple authors, unusual editing histories, or automation tags that do not match the face of the document. These can indicate heavy automated processing or embedded instructions.

  • Patterns in AI‑mediated decisions. If certain filings—often from the same party—seem to sail through automated queues or receive unusually favorable, boilerplate orders, you may be seeing the downstream effect of prompt manipulation or aggressive “AI‑targeted” drafting.

Because you usually won’t have direct access to the court’s internal AI, you may need to raise these concerns procedurally: requesting clarification on how filings are screened, asking whether AI systems were involved in certain steps, or moving for relief if you believe your client’s matter was prejudiced by automated processing.

How To Protect Yourself and Your Clients:

Brazil’s experience is a warning shot—not just about bad actors, but about what a healthy response should look like.

Here’s how to translate that into a practical “do this, not that” playbook for your own practice:

1. Assume courts will adopt AI—and plan for it:

Brazil’s judiciary uses AI to prioritize cases, draft reports, and propose decisions in response to massive backlogs. U.S. courts are already experimenting with similar tools, even if not as publicly. Competence under Model Rule 1.1 now includes staying informed about these trends and understanding their implications.

2.     Build “AI integrity” into your litigation strategy.

  • Treat any automated system that touches your filings—court e‑filing portals, online forms, AI‑assisted triage tools—as part of the tribunal.

  • Resolve that you will never include hidden instructions, misleading metadata, or manipulative formatting in documents submitted to those systems.

3.     Advocate for transparent safeguards.

  • In Brazil, authorities responded by exploring automatic detection of invisible text and stronger human oversight.

  • When U.S. courts announce AI pilots or tools, comment on proposed rules, advocate for clear notice when AI is used, and request mechanisms for lawyers to challenge AI‑influenced outcomes.

4.     Document your own good‑faith use of AI.

it may be deemed a “fruad upon the court” if a lawyer injects ai into their electronic filings.

  • If you rely on AI to format or generate parts of your filings, keep internal records of prompts, outputs, and human review.

  • This documentation will help if a court or disciplinary body later asks how you ensured candor and accuracy, especially in a world where Brazil‑style abuses are making judges more skeptical.

Final Thoughts

AI isn’t just something we use; it’s now part of the institutional environment—just like e‑filing, CM/ECF, or digital signatures. The line between legitimate technology use and unethical manipulation is not about whether you use AI, but how you use it and whether you’re honest about it.

MTC

MTC: ChatGPT, Work Product, and Waiver: New Lessons from Tate Group Automotive ⚖️🤖

Tech‑savvy lawyerS need to be able to defend ChatGPT work product before Texas Business Court.

On June 3, 2026, the Business Court of Texas issued a minute entry in Tate Group Automotive, LLC v. Legacy Automotive Capital, LLC that every tech‑curious lawyer should know about. As of today, this is one of the first reported decisions to tackle whether a non‑lawyer’s ChatGPT conversations are protected attorney work product and, if so, whether using a public AI tool waives that protection.

The court’s answer is nuanced but important: generative AI does not automatically destroy work‑product protection, at least where the disclosure is not made to an adversary under Texas Rule of Civil Procedure 192.5(a)(1). For solos and small firms experimenting with AI tools, this is both reassuring and sobering.

What Happened in Tate Group Automotive?

The case arises from a dispute in the Texas Business Court’s Eleventh Division, in which Tate Group Automotive sued Legacy Automotive Capital, The Reynolds and Reynolds Company, and individual defendants. During discovery, the plaintiff withheld “Kris Tate–ChatGPT conversations” on the basis of attorney work‑product protection and submitted them to the court for in camera review.

Defendants challenged that claim. They argued that attorney work‑product protection does not extend to a non‑lawyer’s chats with an AI tool, or alternatively, that any protection was waived when Kris Tate used ChatGPT. They also asked the court to order the plaintiff to identify all discovery materials Mr. Tate or Tate Group had shared with ChatGPT.

Judge Grant Dorfman acknowledged that the issue was “novel,” noting that all case law cited by the parties dated from 2026 and that at least one opinion called the question “a first impression nationwide.” Against that backdrop, he evaluated the ChatGPT conversations under Texas Rule of Civil Procedure 192.5(a)(1), which defines work product and addresses waiver.

The key takeaway from the minute entry—based on the Minerva summary—is that the court concluded a non‑lawyer’s chats with ChatGPT did not automatically waive work‑product protection because the disclosure was not made to an adversary. That is a narrow holding, but it marks a significant moment in the emerging law of AI and privilege.

Why This Ruling Matters for Lawyers Using AI

At first glance, Tate Group may look like a niche discovery dispute. In reality, it answers a question many lawyers have quietly asked: “If my client uses ChatGPT, have we blown work product?”

The court’s answer is “not necessarily.” By focusing on whether the disclosure was made to an adversary, Judge Dorfman signaled that the waiver analysis for AI platforms should track the familiar contours of work‑product doctrine, at least in Texas. That gives practitioners a framework instead of a panic button.

At the same time, this is a minute entry in a specific context—not a blanket blessing for all AI use. The court still treated the issue as novel, still conducted in camera review, and still scrutinized how the AI tool was used. For lawyers, that means AI usage is now part of the discovery and privilege landscape, and courts will expect thoughtful, documented positions—not hand‑waving about “just using a tool.”

From an ABA perspective, this aligns with Model Rule 1.1 and Comment 8: competence now includes understanding the “benefits and risks associated with relevant technology,” including how generative AI intersects with privilege and work product. Model Rule 1.6 (confidentiality) and Rules 5.1/5.3 (supervision of lawyers and non‑lawyers) also come into play when clients or staff use tools like ChatGPT in ways that touch litigation strategy.

Lesson 1: Treat Client AI Use as Discoverable Reality, Not a Side Note

One of the most striking aspects of Tate Group is procedural: the court required in camera review of the ChatGPT conversations and entertained requests that plaintiff identify all discovery materials shared with ChatGPT. That tells us courts are prepared to treat AI interactions as real, reviewable artifacts in discovery.

If your clients or internal teams use AI to draft, summarize, or analyze case materials, those interactions can become part of the discovery conversation, just as drafts, notes, and emails have always been. Under Model Rules 1.1 and 1.6, you cannot stay competent or protect confidentiality if you do not know whether and how AI is being used on your matters.

Practically, that means:

  • Ask clients early whether they have used tools like ChatGPT or other AI services to “get help” on their case.

  • Document the scope and purpose of any AI use, especially if it involves draft pleadings, strategy, or privileged communications.

  • Be prepared to defend or adjust your privilege and work‑product positions in light of those uses, as plaintiff did in Tate Group by asserting work‑product and submitting chats for in camera review.

Lesson 2: Public AI Platforms Are Not Automatic Waiver Machines

Solo attorneys need to protect their privileged work product from risky AI tools.

Defendants in Tate Group argued that a non‑lawyer’s chats with an AI tool either are not work product at all or, at minimum, effect a waiver. The court rejected the idea that simply using ChatGPT automatically destroys protection under Texas Rule 192.5(a)(1) when there is no disclosure to an adversary.

That matters, because there has been a real fear—sometimes stoked by vendors—that “if anyone touches ChatGPT, all privilege is gone.” This ruling shows courts can adopt a more nuanced view, at least under a work‑product framework.

For ABA‑Model‑Rules lawyers, this should not be read as a free pass. Model Rule 1.6 still requires reasonable efforts to prevent unauthorized disclosure of client information, and using a public AI platform can create confidentiality risk even if work product is technically preserved. But Tate Group suggests that waiver analysis will still look to core principles like whether disclosure reached an adversary.

In practice:

  • You should not assume that any AI use destroys work product, but you should be ready to explain why your use did not involve disclosure to an adversary or the public.

  • Engagement letters and internal policies should clarify whether and how you will use AI tools and what safeguards you apply, consistent with Model Rules 1.1, 1.4, and 1.6.

Lesson 3: In Camera Review Will Become Common for AI Disputes

The court’s process—ordering in camera review of the ChatGPT conversations before ruling—signals a likely pattern for AI‑related privilege disputes. Judges will want to see how AI was used, not just hear generalities, before deciding whether protection applies or has been waived.

That has three implications for practicing lawyers:

  • You should assume that AI‑related materials can be reviewed by courts under appropriate safeguards.

  • You need internal workflows to collect and present those materials when necessary without scrambling through chat histories.

  • You should approach AI use with the expectation that a judge, someday, may read the raw prompts and outputs and ask whether your supervision met the standards of Model Rules 5.1 and 5.3.

This is a shift from treating AI as a “black box” helper to treating it as a discoverable component of your litigation process.

Lesson 4: Non‑Lawyers and AI Need Clear Supervision

In Tate Group, the conversations at issue were between Kris Tate—a non‑lawyer—and ChatGPT, yet they were withheld under an attorney work‑product theory. The court’s willingness to consider work‑product protection in that context underscores a point many of us have made: non‑lawyers can participate in the creation of protected material if they are acting at the direction of counsel.

But it also heightens the importance of supervision. Model Rule 5.3 requires lawyers to ensure that non‑lawyer assistants’ conduct is compatible with the lawyer’s professional obligations. When non‑lawyers use AI tools on client matters, they are effectively acting as an extension of the legal team.

Practical steps include:

  • Training non‑lawyers on what they may and may not share with AI platforms.

  • Setting clear rules about which tools are approved, for what purposes, and under whose supervision.

  • Reviewing AI outputs and underlying prompts when they feed into litigation strategy, to ensure accuracy and compliance with Model Rules 3.3 and 4.1.

As we have discussed in episodes of The Tech‑Savvy Lawyer podcast, AI is not just a “lawyer tool”; it is often a staff and client tool. Your ethical obligations follow it wherever it goes. 💼🤖

Lesson 5: This Is Only the Beginning—But You Can Prepare

Texas judges along with others will be weighing ChatGPT privilege and waiver in generative AI era.

Judge Dorfman noted that all the case law cited by the parties dated from 2026 and that one authority called its ruling a “question of first impression nationwide.” That means we are at the very start of AI‑and‑privilege jurisprudence, not the end.

Every new decision—whether from Texas Business Courts or elsewhere—will refine the analysis. Some may take a stricter view of waiver for public AI tools; others may distinguish between work product and attorney‑client privilege. Regardless, Model Rule 1.1’s technology‑competence requirement demands that we follow these developments and integrate them into our practice.

You do not need to become an AI engineer, but you do need a plan:

  • Inventory where AI is used in your matters (by you, your staff, your clients).

  • Align that usage with your duties of competence, confidentiality, and supervision.

  • Be prepared for in camera review of AI‑related materials, as in Tate Group.

  • Update your engagement letters and internal policies to reflect reality, not wishful thinking.

If you approach AI as you approached email, e‑filing, and cloud storage when they were “new,” you will be ahead of many peers—and aligned with the spirit of both the ABA Model Rules and emerging case law.

MTC

MTC: Law School, Laptops, and AI: Why Banning Computers Misses the Point!

Law schools are throwing out the baby with the bathwater by banning laptops from the classroom as an effort to combat improper ai use.

On July 10, 2026, the conversation around artificial intelligence in legal education reached a new level. Reports of universities banning both AI tools and laptops in classrooms reflect a growing anxiety: how do we preserve critical thinking in an age of automation? ⚖️

It is a fair question. It is also the wrong solution.

Let me be clear at the outset. A first-year ban on AI tools makes sense. A blanket ban on laptops does not.

The Case for Limiting AI—At First

Legal education has always been about building judgment. That means learning how to analyze facts, synthesize doctrine, and construct arguments from scratch. AI short-circuits that process if used too early.

Under ABA Model Rule 1.1 (Competence), lawyers must provide knowledgeable and skilled representation. That competence begins in law school. If students rely on AI before they understand the law themselves, they risk becoming operators instead of thinkers.

As I have noted in prior discussions on legal technology, AI should augment—not replace—legal reasoning.

So yes, a structured limitation on AI during the first year is defensible. It creates a foundation. It forces students to wrestle with ambiguity. It builds intellectual muscle. 💡

But Banning Laptops? That Is an Overreach

This is where the policy breaks down.

When I entered law school then graduated in 2002, laptops were just beginning to appear in classrooms. They were not universal. They were not always welcome.

For me, the laptop was not a distraction. It was essential.

My handwriting was and sadly still is poor. My ability to type, organize notes, and revise quickly made the difference between struggling and succeeding. My laptop was not a shortcut. It was an accessibility tool before we used that term widely.

Fast forward to today. Students are typing far more than they write. Many have never learned cursive. Their academic workflows are digital from the start.

To remove laptops is not to level the playing field. It is to shift it—often unfairly.

The Practical Reality of Modern Learning

Legal education does not exist in a vacuum. Law practice is digital.

Law students who learned on laptops will be disadvantaged if classrooms suddenly ban them.

Under ABA Model Rule 1.1, Comment 8, lawyers must understand the benefits and risks of technology. That obligation does not begin after graduation. It begins in law school.

Students today must learn:

  • How to organize digital research

  • How to draft and revise efficiently

  • How to manage documents and workflows

  • How to integrate technology into legal reasoning

You cannot teach modern legal competence while removing the primary tools of modern legal work. 🖥️

A laptop is not the problem. Misuse is.

The Enforcement Problem No One Is Talking About

There is also a practical issue. Banning AI is difficult to enforce. Banning laptops is easy.

That does not make it the right policy.

If anything, banning laptops is a workaround for the harder problem of AI enforcement. It is a policy by convenience.

And it raises a deeper concern under ABA Model Rule 5.3 (Responsibilities Regarding Nonlawyer Assistance), which increasingly applies to AI tools. Lawyers—and future lawyers—must learn to supervise and evaluate AI outputs.

You cannot teach supervision by eliminating exposure.

A Better Approach: Controlled Access, Not Prohibition

Law schools should be experimenting with smarter controls instead of blunt bans.

Some possibilities include:

  • Disabling Wi-Fi and cellular signals in certain classrooms 📶

  • Using locked-down exam or classroom software environments

  • Creating AI-permitted and AI-prohibited assignments with clear boundaries

  • Requiring disclosure of AI use in coursework

  • Teaching prompt engineering and AI verification as part of the curriculum

This approach aligns with ABA Model Rule 1.6 (Confidentiality) as well. Students must learn what data can and cannot be shared with AI systems.

Exposure with guardrails is more effective than prohibition. That principle applies directly to how law schools should approach AI.

Critical Thinking and Technology Are Not Opposites

There is a persistent myth underlying these bans: that technology erodes thinking.

That is not inherently true.

Technology can weaken thinking if it replaces effort. It can strengthen thinking if it supports it.

A student who uses a laptop to organize case law, annotate notes, and refine arguments is not thinking less. They are thinking differently—and often more effectively.

The same will eventually be true of AI.

The goal is not to create lawyers who avoid technology or who think less by using AI. It is to create lawyers who use it wisely. ⚖️

What Law Schools Should Be Teaching Instead

If I were designing a first-year curriculum today, I would include:

THE MODERN LAWYER NEEDS TO KNOW HOW TO BALANCE JUDGMENT WITH AI USE IN THEIR WORK!

  • A temporary restriction on AI-generated work

  • Mandatory instruction on how AI tools function

  • Exercises in verifying AI outputs against primary sources

  • Training on ethical risks, including hallucinations and confidentiality

  • Continued use of laptops as standard tools

This approach respects both sides of the equation: foundational thinking and technological competence.

Final Thought: Do Not Solve the Wrong Problem

Law schools are right to be concerned. AI is reshaping the profession at a rapid pace.

But banning laptops is not a solution. It is a signal of discomfort.

The better path is harder. It requires nuance. It requires experimentation. It requires trust in students, guided by structure.

Most importantly, it requires recognizing that the future lawyer will not choose between thinking and technology.

They will need both.

And law school is exactly where they should learn how to do that. 🚀

MTC: When Your CEO Asks ChatGPT How to Take Over: Lessons for Lawyers on Public AI, Ethics, and Confidentiality 🧠⚖️

Lawyers need to evaluate public AI chatbot against ABA confidentiality and privilege rules

In March 2026, the Delaware Court of Chancery in Fortis Advisors, LLC v. Krafton, Inc. handed lawyers one of the clearest cautionary tales yet about public AI chatbots, corporate governance, and the limits of “move fast and break things.” A South Korean gaming conglomerate, Krafton Inc., used an artificial intelligence chatbot to help devise an internal “Project X” takeover plan against its own studio, Unknown Worlds Entertainment, and then tried to defend the fallout in court. The result: a detailed opinion reinstating the studio’s CEO, extending a $250 million earnout period, and spotlighting how AI misuse can become Exhibit A when things go wrong.

If you’re a solo, a small-firm lawyer, or an AI‑curious practitioner dabbling with ChatGPT or similar tools, this case is your wake‑up call. The message is not “don’t use AI.” The message is: treat public chatbots the same way you treat email, cloud storage, or texting — through the lens of ABA ethics, client confidentiality, and privilege. 😬

In this editorial, I’ll unpack what happened, how the court framed the misuse of a chatbot, and what you should do in your own practice to stay on the right side of the rules.

The Case in a Nutshell: AI as a Takeover Co‑Pilot

Krafton bought Unknown Worlds — the studio behind Subnautica — for $500 million upfront plus up to $250 million in contingent earnout payments, with a contractually guaranteed structure: the founders and CEO (the “Key Employees”) retained operational control and could only be fired for defined “Cause.”  As Subnautica 2 approached early‑access launch, internal projections showed the game would easily trigger a massive earnout.

The CEO of Krafton grew concerned he looked like a “pushover” under the deal and turned to a public AI chatbot for advice on how to avoid paying the earnout and seize control of the studio. The chatbot’s “response strategy” included:

  • Locking down publishing rights and code access.

  • Crafting messaging to “secure public support” and undermine the “large corporation vs. indie” narrative.

  • Preparing a “takeover” path that blended hardball legal tactics with PR framing. 

Krafton’s internal team implemented much of that plan — cutting off the studio’s access to its Steam publishing console, posting unilateral public statements, and ultimately terminating the founders and CEO on a pretext of “premature release” risk.  When sued, Krafton tried to pivot to new justifications, including the executives’ role changes and their defensive downloads of company data. 

The court was having none of it. Vice Chancellor Will held that:

  • The terminations were not “for Cause” under the negotiated contract.

  • The “Project X” takeover guided by the chatbot was a pretext to avoid the earnout.

  • The studio’s CEO, Ted Gill, must be reinstated with full operational control, and the earnout period equitably extended by the length of his ouster. 

In other words, the AI‑assisted takeover strategy became part of the factual narrative of bad faith and breach — not a clever workaround.

Public Chatbots and ABA Model Rules: Three Pressure Points ⚖️

Attorneys must consider ethical AI chatbot use for confidential client case analysis

Even though this is a corporate earnout case, the opinion gives lawyers a concrete frame for thinking about public AI tools under the ABA Model Rules.

1. Confidentiality — Model Rule 1.6

Rule 1.6 requires lawyers to keep “information relating to the representation of a client” confidential, absent informed consent or a specific exception. Public chatbots are not your firm’s Document Management System (DMS) — they’re third‑party services that typically ingest prompts for training, quality, and logging. When Krafton’s CEO ran “Project X” through a chatbot, he was effectively outsourcing high‑stakes strategy to a non‑privileged third‑party system that could store and learn from those prompts. 

For lawyers, the parallels are obvious:

  • Dropping fact patterns, names, or deal structures into a public chatbot can mean you’ve disclosed client information to a non‑controlled vendor.

  • Even “sanitized” prompts can be re‑identified when combined with other data.

Under 1.6, that’s a potential confidentiality breach unless you’ve vetted the tool, negotiated appropriate terms (including data handling and retention), and obtained informed client consent for that mode of assistance. Emojis and “it’s just drafting help” don’t change that. 😉

2. Privilege — Model Rules 1.1 and 1.4 (Competence and Communication)

Privilege isn’t framed in the Model Rules, but Rule 1.1 (competence) and 1.4 (communication) require you to understand how your technology choices affect the protection of client communications. When you route strategy discussions through a public chatbot:

  • You may jeopardize attorney–client privilege by involving a third‑party with no need‑to‑know and no formal role in the representation.

  • You may create discoverable records that live outside your control, just as Krafton’s CEO created chat logs he then tried to delete. 

The court noted that relevant chatbot logs were deleted, which did not play well in evaluating Krafton’s narrative.  Privilege analysis is already complex with cloud tools; adding public AI as a “secret co‑counsel” without protections only compounds that risk. 

Competent use of technology now includes understanding whether your AI stack is preserving or eroding privilege and communicating those risks to clients when you propose AI‑assisted workflows.

3. Candor and Misrepresentation — Model Rule 4.1 and 8.4(c) 🚨

Although this case turns on contractual “Cause” and good faith, the court’s language about “pretextual” justifications and manufactured defenses should resonate with litigators. Model Rule 4.1 prohibits knowingly making false statements of material fact to third parties; Rule 8.4(c) bars conduct involving dishonesty, fraud, deceit, or misrepresentation. 

When you:

  • Use a chatbot to generate strategic messaging designed to mislead stakeholders.

  • Craft public statements or demand letters that you know are pretextual, but you’ve optimized with AI for tone and impact.

… you’re still responsible for the truthfulness of that content. The court saw through Krafton’s attempt to re‑frame events after the fact, and its internal AI‑assisted playbooks did not help. 

For lawyers, the lesson is simple: AI‑generated output is yours once you sign or speak it. If it’s misleading, you own the ethics problem — not “the algorithm.”

Practical Takeaways for Solo and Small‑Firm Lawyers 🧩

So what do you do if you’re a tech‑savvy lawyer who likes AI, but doesn’t want your prompts quoted in an opinion like this?

Here are grounded, practice‑ready steps.

1. Establish an AI Use Policy

Even if you’re a solo, write down what you will and won’t do with public chatbots.

lawyers need to build practical, ethical AI policies for practice.

  • No client names, exact fact patterns, or identifiable deal terms in public tools.

  • Use AI for structure and language, not for strategy or confidential analysis.

  • Prefer client‑specific, non‑logging enterprise tools when handling sensitive material.

Treat this like you treat your cloud storage or remote‑work policy — it’s part of your competence under Model Rule 1.1 and your supervisory obligations under 5.1/5.3 if you have staff.

2. Separate “Public Prompting” from “Privileged Thinking” 🧠

Use public chatbots for:

  • Headline and meta description drafting.

  • Blog outlines, post ideas, or simple explainer language for non‑client scenarios.

  • Rough templates for standard documents that you will heavily edit.

Avoid using them for:

  • Fact‑specific case assessments.

  • Litigation strategy, negotiation plans, or internal “playbooks” like Krafton’s “Project X.” 

  • Anything that feels like the kind of conversation you’d normally have only with a colleague behind closed doors.

This separation keeps your privileged work product inside tools and workflows you control.

3. Vet Vendors Like You Vet e‑Discovery Platforms

If you move beyond public chatbots to paid AI tools, evaluate them as you would any major legaltech vendor:

  • Where is data stored?

  • Is training on your material disabled by default?

  • Can you get a Business Associate Agreement or Data Processing Agreement / Data Protection Impact Assessment that aligns with your jurisdiction’s expectations?

The ABA’s Formal Opinion 477R on secure communications and cloud ethics opinions from state bars all provide analogies: reasonable steps, not perfection, are required — but “type client memo into random website” is not reasonable. 😄

4. Document Client Consent When AI Is Material to the Representation

If you expect to use AI in a way that materially affects how you deliver legal services, communicate that to clients under Rule 1.4:

  • Explain benefits (efficiency, faster drafting).

  • Explain risks (data handling, reliability, hallucinations).

  • Offer an AI‑free option.

Written engagement terms that address AI use can save hard conversations later if something goes sideways.

5. Revisit Your “Bad Facts” Mindset

Reading this Delaware opinion, you see how internal strategy — including AI‑assisted plotting — can become a litigation exhibit.  For lawyers, that’s an invitation to ask: 

“If this prompt or chatbot conversation showed up in an opinion, would I be comfortable defending it under the Model Rules?”

If the answer is no, don’t send it. That simple heuristic scales across tools and platforms.

What This Case Signals for the Next Wave of Legal Tech 🌊

There can be significant legal consequences for AI chatbot misuse in legal disputes.

The opinion in Fortis Advisors v. Krafton is not an ethics decision aimed at lawyers, but it shows courts will:

  • Scrutinize AI‑assisted strategies as part of broader narratives about good faith, bad faith, and pretext.

  • Expect parties — and by extension, counsel — to maintain and produce AI‑related records where relevant.

  • Be unimpressed by attempts to retroactively justify decisions made for economic reasons with thin “quality” or “readiness” arguments. 

As public models get more powerful and more embedded in practice, ABA Model Rules on competence, confidentiality, supervision, and candor apply just as they did when lawyers moved to email, smartphones, and the cloud. AI is just the next tool — but it’s a tool that makes it very easy to generate sophisticated bad ideas quickly.

Your job is to keep your ethical compass steady, even when the chatbot is very persuasive. 🧭

MTC

🎙️ Ep. 139, From MyCase to Claude: Building a Secure, AI-Ready Tech Stack for Solo and Small Law Firms.

My next guests are Gabriela “Gabby” Cubeiro, Senior Vice President of Product at 8am — the powerhouse behind MyCase, LawPay, CASEpeer, and DocketWise — and Majo Castro, founder and managing attorney at CastroMand Legal in Austin, Texas. 🌟 Gabby is a 16-year legal tech veteran who co-founded CASEpeer and now drives product strategy across one of the most widely adopted law practice management platforms in the country. Majo is a Venezuelan-born cybersecurity and AI attorney whose solo firm helps growing companies navigate AI implementation, data management, and cybersecurity — and she writes about all of it on her Substack, The Cyber Law Gal. 🛡️ This is a no-fluff, peer-to-peer conversation about the exact workflows that separate a modern LPM from a liability, why the Data Processing Agreement is the most important acronym in your practice right now, and what your employees are almost certainly already doing with AI — whether you've approved it or not.

Join Gabriela “Gabby” Cubeiro, Majo Castro, and me as we discuss the following three questions and more!

  1. What are the top three integrations or workflows a solo, small, or midsize firm should expect from a modern cloud-based LPM platform like 8am — and what's missing that signals a real red flag around efficiency, cash flow, or security?

  2. As AI gets baked into cloud LPM tools like 8am, what are the top three day-to-day tasks that will change most for solo and small firm lawyers — and what basic security or ethical guardrails should they put in place to use those AI features without putting client data at risk?

  3. For solo and small firms without a CISO or CTO, what are the top three cybersecurity mistakes you see over and over again?

In our conversation, we cover the following:

  • [00:00:00] 🪝 Show Hook — Gabby's critical warning: if your firm hasn't "adopted" AI, your employees probably already have — on free consumer tools

  • [00:00:00] Title read — Episode 139

  • [00:01:00] Host intro: why this conversation goes tactical on AI, security, and LPM workflows

  • [00:02:00] Guest introductions — Gabriela “Gabby” Cubeiro (8am/MyCase) and Majo Castro (CastroMand Legal / The Cyber Law Gal)

  • [00:03:00] Majo celebrates 1.5 years as a solo practitioner 🎉

  • [00:03:00] Ad: Five-star review request for The Tech-Savvy Lawyer.Page

  • [00:03:30] Tech setups — Gabby's MacBook Air (M4 chip), iPhone Max, Slack, Zoom, Google Drive, Claude Enterprise

  • [00:06:00] Gabby's portable USB-C external monitor for travel (Amazon, highest-rated)

  • [00:09:00] Majo's MacBook Pro 14" M4 (16GB RAM), performance issues, upgrade path discussion

  • [00:10:00] Michael recommends Onyx (free Mac maintenance utility); Michael's Mac Studio M3 Ultra with 256GB

  • [00:11:00] Mac Mini and Mac Studio as desktop alternatives; MacRumors Buyer's Guide tip

  • [00:13:00] Apple Business Account benefits — small discounts + white-glove service

  • [00:15:00] Majo's full setup: iPhone 16 Pro Max, Google Workspace + Gemini (team account with DPA), DJI Osmo Pocket 3, Hollyland wireless mic

  • [00:16:00] Q1: Top three LPM workflows — intake, secure client communication (client portal), and getting paid (trust accounting + automated invoicing)

  • [00:19:00] Majo on switching from QuickBooks to MyCase after discovering QuickBooks mishandles trust accounting

  • [00:20:00] 🎉 Gabby announces: AI case summary features are now LIVE in 8am/MyCase

  • [00:21:00] Cloud vs. local access debate — SaaS uptime, SLAs, and asking vendors for proof

  • [00:23:00] Michael's redundant backup strategy: Backblaze + Dropbox + local Mac Mini

  • [00:25:00] Cautionary tale: ransomware attack converts a server-based firm to the cloud overnight

  • [00:28:00] Majo's Google Drive third-party backup with 2-hour recovery window

  • [00:29:00] Q2: How AI changes daily workflows — drafting, case summaries, surfacing critical info fast

  • [00:30:00] Why reading vendor Terms of Service and activating Data Processing Agreements (DPAs) is non-negotiable

  • [00:31:00] 8am's SOC 2 Type 2 compliance; updated AI terms and opt-in controls coming

  • [00:32:00] SOC 2, HIPAA, end-to-end encryption as baseline vendor security requirements

  • [00:34:00] AI as the great equalizer — leveling the playing field for solo firms vs. BigLaw

  • [00:35:00] Majo's real data: ~12 hours saved last month across 27 consultations using Gemini for proposals

  • [00:36:00] Plaud and Pocket AI recording devices — data retention, PII, and DPA concerns

  • [00:37:00] Majo's stance on wearable AI recorders; Apple Watch comparison; one-party vs. two-party consent

  • [00:39:00] Plaud's terms say no AI training — but it's not a DPA; terms can change without notice 🚨

  • [00:40:00] Google Workspace DPA must be manually activated — most users don't know; creating user friction around protection

  • [00:41:00] Q3: Top cybersecurity mistakes — shadow AI, no MFA, undertrained employees

  • [00:42:00] Majo's checklist: DPA + no model training on client data + enterprise/team-tier subscriptions + MFA

  • [00:43:00] Gabby: employees are the #1 security risk; fractional IT and CISO options for small firms

  • [00:44:00] AI-powered phishing attacks on law firms will only intensify

  • [00:45:00] Majo's training method: positive AI policies + 45-second staff video explainers 🎬

  • [00:46:00] 🚨 Gabby's shadow AI reminder (Show Hook callback): audit your tech stack — your team already has

  • [00:47:00] Episode originally recorded at ABA Techshow; re-recorded after a technical snafu 😅

  • [00:47:00] Where to find Gabby: LinkedIn, X, 8am.com, Kaleidoscope conference (September — banner at 8am.com)

  • [00:48:00] Where to find Majo: LinkedIn (Majo Castro), CastroMand Legal, Substack: The Cyber Law Gal

  • [00:48:30] Outro — michaeldj@thetechsavvylawyer.page | next episode in ~two weeks

RESOURCES

Connect with Gabriela “Gabby” Cubeiro

Connect with Majo Castro

Mentioned in the Episode

Hardware Mentioned

MTC: From Shingles to SEO to GEO: The History of Lawyer Advertising and the Ethics That Still Govern It

From hanging a shingle to GEO-driven law firm visibility!

If you listen only to today’s marketing jargon, you might think lawyer advertising started with SEO (Search Engine Optimization) and ends with GEO—Generative Engine Optimization. In reality, the story begins with word of mouth, a wooden shingle, and a profession that worried about dignity long before anyone worried about keywords. The tools have changed repeatedly, but the ethical backbone has stayed remarkably consistent.

The ABA didn’t adopt the Model Rules of Professional Conduct until 1983, yet the core prohibitions we now see in Rules 7.1, 7.2, and 7.3—no false or misleading communications, limits on advertising, and restrictions on solicitation—simply codified principles that were already there. As we move from classic SEO into GEO, those same principles should still keep us grounded, especially for solos and small firms tempted to let AI do too much of the talking. 🤖

Before the Codes: Reputation and Norms

In the late 19th and early 20th centuries, there was no ABA Model Rule 7.1, no Model Code, and no national advertising standard. Lawyers built practices through referrals, courthouse reputations, civic involvement, and the quiet endorsements of former clients. Marketing was informal and relational, but that didn’t mean it was unregulated; courts and local bars still sanctioned dishonesty, fraud, and improper solicitation.

What we now call “communications concerning a lawyer’s services” was mostly face-to-face, but the expectation was already clear: do not lie, do not overreach, and do not exploit people at vulnerable moments. Those instincts would later become structured into the Canons, the Model Code, and ultimately the Model Rules.

1908–1969: Canons and the Shingle-to-Directory Transition

The ABA adopted the Canons of Professional Ethics in 1908, its first national ethics code, drawing heavily from an 1887 Alabama code and other local precedents. The Canons emphasized dignity, restraint, and loyalty to the client—not revenue at any cost. Advertising was generally discouraged, but basic identification (your name, that you were a lawyer, and where you could be found) was tolerated.

This is the era of “hanging a shingle”—literally putting up a sign that said you were an attorney—and later of simple listings in early directories and the White Pages. The shingle and the simple listing are analog ancestors of your Google Business Profile today: name, practice, contact information. 🪧 The message was informational, not boastful, which is exactly the line modern Rule 7.1 tries to maintain.

Yellow Pages and the Rise of Display Advertising

Lawyer advertising evolution: referrals, Yellow Pages, SEO, and GEO

As the telephone spread, lawyers moved from the White Pages into the Yellow Pages, and that’s where things changed. Yellow Pages display ads offered space for slogans, graphics, and bold type. By the late 20th century, they were one of the most important consumer marketing channels for lawyers, especially in personal injury, family law, and criminal defense.

During much of this period the profession was governed by the Model Code of Professional Responsibility (adopted in 1969), which carried forward the Canons’ skepticism of overt advertising. Some bars attempted to maintain near-blanket bans on lawyer ads, while others allowed limited, highly regulated Yellow Pages entries. The underlying concern, however, was familiar: Advertising that created unjustified expectations, promised results, or made unverifiable “best lawyer” claims was considered unethical—an early expression of what would become the Model Rule 7.1 prohibition on false or misleading communications.

Bates and the Birth of Modern Lawyer Advertising

Everything shifted in 1977 when the Supreme Court decided Bates v. State Bar of Arizona. The Court held that lawyer advertising is commercial speech protected by the First Amendment, striking down a state disciplinary rule that effectively banned ads by lawyers. The Court recognized that consumers need information about legal services and cannot evaluate lawyers if they are kept in the dark.

Bates did not remove ethical guardrails. It confirmed that states may still prohibit false, deceptive, or misleading advertising and may impose reasonable rules to protect the public. In modern terms, Bates opened the door to lawyer advertising but left the profession responsible for staying on the right side of truthfulness, clarity, and fair dealing.

1983–Present: Model Rules, the Web, and SEO

In 1983, the ABA replaced the Model Code with the Model Rules of Professional Conduct, which remain the baseline for state rules today. Three provisions matter most for marketing:

  • Model Rule 7.1 – A lawyer shall not make a false or misleading communication about the lawyer or the lawyer’s services.

  • Model Rule 7.2 – Lawyers may advertise through various media, subject to 7.1 and restrictions on paying for recommendations.

  • Model Rule 7.3 – Governs solicitation of clients, especially direct, real-time contact with people who may be vulnerable to undue influence.

When law firms began building websites in the 1990s and early 2000s, those sites were simply new “media” under Rule 7.2 and subject to the same truthfulness requirements as a print ad. As SEO emerged, lawyers learned to optimize pages for terms like “car accident lawyer” or “divorce attorney near me,” and local search became the new Yellow Pages.

The temptation, then as now, was to let the algorithm drive the ethics. Yet nothing in the Model Rules says “this doesn’t count if you’re trying to rank.” Every meta description, headline, and testimonial remains a communication about your services under 7.1.

Remember, your website is your biggest ethics footprint. If an SEO consultant suggests language you would never put in a sworn pleading, it probably doesn’t belong on your homepage either.

GEO: Generative Engine Optimization

Comparing classic law firm SEO with modern GEO AI answers

Fast-forward to 2026, and many law firm marketers are talking about GEO—Generative Engine Optimization. GEO focuses on making your content understandable and trustworthy to AI-driven answer engines (ChatGPT, Gemini, Perplexity, Bing Copilot, Google AI Overviews, and similar tools), not just to traditional search rankings.

Where SEO primarily asks, “How do I rank in the list?”, GEO asks, “When a prospective client asks a natural-language question, does an AI system understand my firm, recognize my authority, and cite my content accurately in its answer?” For law firms, GEO strategies generally include:

  • Structuring content around clear questions and answers clients actually ask

  • Strengthening entity profiles so AI can correctly associate attorneys, practice areas, and locations

  • Enhancing trust signals: consistent directory listings, complete bios, reviews, and citations from reputable sources

  • Updating content for depth, context, and semantic clarity so generative systems don’t misinterpret your guidanc

If that sounds like “SEO with better structure and more discipline,” you’re not wrong. GEO builds on strong traditional SEO, not replaces it.

Ethically, the message is straightforward: AI is just another channel. If your content is misleading, overbroad, or exaggerated, it does not become acceptable because it is being summarized by a generative engine instead of displayed as a blue link. Rule 7.1 applies regardless of whether a human or an AI is reading your copy.

GEO, AI Tools, and Model Rule Guardrails

For solos and small firms, GEO often intersects with increasing use of AI tools to draft or refine marketing content. That raises several recurring ethics touchpoints:

  • Truthful content (Rule 7.1): Any AI-assisted copy that inflates your experience, implies special certification you don’t actually hold, or hints at guaranteed outcomes violates the same rule as if you wrote it manually.

  • Supervision and review (Rules 5.1, 5.2, and 5.3): Ethics guidance on AI marketing emphasizes human review protocols: lawyers must review AI outputs for accuracy, tone, and compliance before publishing.

  • Solicitation concerns (Rule 7.3): If a GEO-driven workflow extends into chatbots, proactive outreach, or personalized sequences, you must ensure the system isn’t effectively engaging in real-time solicitation of individuals facing stress or duress.

GEO is powerful, but it’s not magic. It does not relieve you of the duty to understand the technology and to ensure that every public-facing statement about your services is accurate and appropriate for the audience.

The Through-Line: What Has Stayed the Same

Lawyer advertising evolution: referrals, Yellow Pages, SEO, and GEO

Once you understand the timeline—no Model Rules in 1890, no GEO in 2000—the continuity becomes obvious:

  • The codes changed; the core idea did not. From unwritten norms to the Canons, the Model Code, and the Model Rules, the message is consistent: tell the truth, don’t mislead, and respect client vulnerability.

  • Every new channel inherits the old duties. Yellow Pages, websites, SEO, AI answers, and GEO all fall under the same prohibitions on false or misleading communications and improper solicitation.

  • Technology amplifies both good and bad. Clear, helpful content that respects the rules will travel farther through generative systems; sloppy or overstated claims will too.

For tech-curious lawyers, the takeaway is simple: be excited about GEO, but not starstruck. ✨ Use it to structure better answers, not to stretch the truth. Let AI and generative engines distribute your expertise, not redefine your ethics.

MTC

MTC: AI Won’t Replace Solo and Small-Firm Lawyers — It Will Supercharge Them ⚖️🤖

Solo lawyers can use artificial intelligence as a virtual associate to handle legal research, drafting, intake, and billing in a modern small law firm ⚖️🤖

If you run a solo or small-to-medium firm, you’ve probably heard the predictions: AI will automate legal tasks in “12 to 18 months” or replace traditional lawyers entirely by 2035. Those headlines make great clickbait, but they miss what is actually happening on the ground in smaller practices. AI is not wiping out solo and small-firm lawyers; it is changing the mix of tasks we do — and creating more opportunities for us if we adopt it intentionally and ethically. 

In a recent Washington Post opinion, Damien Charlotin argues that AI won’t replace lawyers. It will create more of them. His logic is especially important for solos and small firms. He describes legal jobs as “bundles of tasks,” many of which are tightly linked and not easily peeled apart for automation. If you’ve ever juggled intake, research, drafting, negotiation, and billing in a single day, you know exactly what that tight bundle feels like. AI is about to start pulling on pieces of that bundle — and your job is to decide how to rebundle your work in a way that serves clients, protects ethics, and keeps your business healthy. ⚖️🤖

Why Solo and Small Firms Should Ignore the Doom Headlines 😅

Charlotin points out that lawyers have never been more numerous in the United States, with law school applications rising and record-high employment in bar-required jobs. That’s happening at the same time as AI hype, which should tell you something: the profession is not collapsing.

For solos and small firms, the bigger risk is not AI replaces me, but AI-literate competitors out-serve my clients. Larger firms may have innovation teams and internal IT, but you have agility and direct control over your workflows. If you can use AI to shave hours off routine tasks — and reinvest that time into client counseling, business development, or flat-fee offerings — you can turn AI from a threat into a differentiator. As I often say on The Tech-Savvy Lawyer.Page podcast, AI is the junior associate you don’t have to hire, but still have to supervise.

Your Practice as a “Tight Bundle” of Tasks 🧩

Charlotin’s “bundles of tasks” concept is tailor-made for solo and small-firm reality. In big firms, tasks can be split across teams; in smaller shops, you wear most of the hats. Research, drafting, strategy, client communication, and billing are often intertwined in a single matter.

For experienced lawyers, Charlotin notes, “doing legal research and evaluating an argument are … often the same mental activity” — we check the argument by writing it. If you offload only the writing to AI, verification becomes a separate, deliberate act that takes time, and if you skip it, you risk sanctions for hallucinated filings. This is why I push solo and small-firm lawyers to treat AI as an assistant that drafts and summarizes, while you retain control over the analysis and final product.

Lessons from E-Discovery for Small Practices 📂➡️📈

Charlotin likens the current AI hype to the e-discovery wave more than a decade ago. Back then, headlines like those from The New York Times predicted “Armies of Expensive Lawyers, Replaced by Cheaper Software.” What actually happened? The volume of discoverable material exploded; the tools became part of practice; and lawyers moved into new roles managing, interpreting, and litigating around that information.

That same Jevons paradox — cheaper processes leading to more usage — is already playing out in tools marketed to solo and small firms. AI-assisted drafting and research platforms now make it viable for smaller shops to handle matters that previously required big-firm staffing, and to offer more predictable pricing without cutting quality. Cheaper legal work often means more legal work — especially for clients who previously couldn’t afford you.

ABA Model Rule 1.1: Competence for Lean Teams 📚

Small law firm team using legal AI tools to improve collaboration, client service, and ABA-compliant workflows across a lean practice 👩‍⚖️👨‍⚖️💻.

For solos and small- to medium-sized firms, ABA Model Rule 1.1 on competence is both a challenge and an opportunity. It requires you to understand “the benefits and risks associated with relevant technology,” including AI. But unlike big firms, you can’t delegate that understanding to an IT department or an internal AI committee; you are the committee.

Practically, that means you need at least a working grasp of what your chosen AI tools do, how they handle data, and where they fit in your workflows. You don’t need to run every experiment at once. Start with one or two high-impact areas — say, summarizing long PDFs, generating first drafts of routine emails, or creating checklists from statutes or rules — and build from there. Competence for solo and small-firm lawyers is not about chasing every new feature; it’s about picking the right tools for your practice and using them deliberately.

Rules 5.1 and 5.3: Supervision When “You Are the Management” 👥🤖

You might think Rules 5.1 and 5.3 (supervision of lawyers and nonlawyers) are big-firm problems. They’re not. If you have even one staff member, contract attorney, or virtual assistant, you are responsible for how they use AI. And even if you’re truly solo, you’re still responsible for supervising the AI tools you deploy as if they were a nonlawyer assistant.

For small practices, the most practical move is a simple written AI policy, even if it’s a one-page document:

  • Which tasks can use AI (e.g., research assistance, first-draft documents);

  • Which tasks require heightened review (e.g., anything filed with a court);

  • Which tasks are off-limits (e.g., unsupervised client advice, sensitive fact patterns pasted into consumer chatbots).

As discussed both in Charlotin’s piece and in bar guidance for smaller firms, formal policies help you avoid ad hoc, inconsistent AI use that could jeopardize client confidentiality or court obligations.

Rule 1.6 Confidentiality: Cloud Tools on a Budget 🔐

Model Rule 1.6 on confidentiality doesn’t change just because you’re a small shop — but your margin for error is thinner. Many solos and small firms rely on cloud-based tools because they can’t host their own infrastructure. That’s fine, as long as you are careful.

Before pasting client facts into an AI tool, you must know whether it stores or reuses data, whether it trains on your inputs, and whether there’s an option for a “no training” or “enterprise” mode. When in doubt, prefer AI features built into reputable legal platforms (research tools, practice management systems, document automation suites) with clear confidentiality commitments, rather than generic consumer apps. On The Tech-Savvy Lawyer.Page, I hammer this point because solos cannot absorb the cost of a major data mishap the way some larger organizations can.

Legislative Inflation and Niche Opportunities for Smaller Firms 📜📈

Charlotin notes that every jurisdiction is “afflicted by legislative inflation” — more rules, more norms, more regulations. That means more interpretation, more disputes, more filings, and more need for lawyers. For solos and small-to-medium firms, this is an opportunity to carve out narrow niches and use AI to keep up with complex, evolving regimes that might otherwise be out of reach.

An AI-enabled solo can monitor regulatory changes, generate quick client alerts, and update templates far faster than before. Combined with targeted content marketing and SEO, this makes it possible to dominate specific micro-niches without a big marketing budget — something I frequently discuss on The Tech-Savvy Lawyer.Page when we talk about modern business development.

Entry-Level Work and the Solo/Small Pyramid 🧑‍🎓➡️⚖️

a Small-firm lawyer can use AI-powered legal technology to serve niche clients, track changing regulations, and deliver efficient legal services across a local market 🎯⚖️

Charlotin flags a serious concern: AI may change entry-level work. For big firms, that means rethinking associate leverage. In smaller firms, it means you may hire differently — or delay that first hire because AI picks up some of the routine drafting and research.

But Charlotin also notes that young lawyers are hired for reasons beyond their marginal drafting value — future partnership, signals to clients, bench strength for unpredictable surges. The same is true for small and mid-size firms. AI can handle some grunt work, but it can’t attend a community event, build a local reputation, or bring in referrals. If you use AI to free juniors from the most repetitive tasks, you can push them earlier into client-facing and business-building roles, which is exactly where smaller firms thrive.

Reorganization, Not Replacement — Especially for You 🔄

Charlotin closes by emphasizing that while the profession will look different in 2035, the lawyer is here to stay, and there will likely be more lawyers, not fewer. They will use AI — “they would be fools not to” — and they will charge for that value.

For solo and small-to-medium firms, the reorganization is already underway:

  • Routine drafting and research shift toward AI-assisted workflows.

  • Verification, judgment, and client counseling become even more central.

  • Niche expertise, responsiveness, and pricing flexibility become your competitive edge.

If you treat AI as a core part of your toolkit — governed by the ABA Model Rules and aligned with your business goals — you must position your firm not just to survive the AI wave, but to ride it. ⚖️🤖

Its been said many times by myself and others, lawyers must embrace AI into their practice of law or be left behind by those who do!

Ep. #136: How Law Firms Can Actually Use AI: Practical Intake, Document, and Workflow Automation with Hamid Kohan

My next guest is Hamid Kohan, founder of LegalSoft and LawPractice.ai, and one of the most practical voices on applying AI inside real-world law firms.🧠 He joins me to break down how firms can move beyond the “we’ve done it this way for 40 years” mindset, modernize their tech stack, and start using AI today without taking on unnecessary risk.

Join Hamid and me as we discuss the following three questions and more!

  • What are the top three ways law firms can integrate AI using solutions like LegalSoft and LawPractice.ai into their intake, case management, and document workflows to improve efficiency and accuracy?

  • From your work directly with law firms, what are the top three challenges lawyers face in adopting AI, and how can they overcome them to modernize their practice?

  • Looking ahead, what are the top three emerging technologies beyond AI that attorneys should start exploring today to stay competitive in the legal industry?

In our conversation, we cover the following

  • 00:00 – Welcoming Hamid and overview of his tech-heavy environment

  • 00:30 – Why his team is 90% Mac while he stays on PC and Android

  • 01:10 – Running a pure cloud and SaaS setup with no true desktop environment

  • 02:00 – Treating devices as “Uber” to the web and why local power matters less

  • 02:30 – Hardware choices: HP PC, massive Samsung monitors, and 60+ browser tabs as a to‑do list

  • 03:30 – Working across 12 entities and using tabs to monitor departments and initiatives

  • 04:00 – Living in Google Chrome and managing resource usage for heavy browser workflows

  • 04:40 – Chrome extensions Hamid relies on: Adobe, malware protection, McAfee, offline document tools

  • 05:20 – Why he uses Chrome’s built-in password manager

  • 05:40 – Android Samsung smartphone and keeping mobile simple

  • 06:00 – Question 1: top three ways to integrate AI into intake, case management, and document workflows

  • 06:20 – How legal is “stuck in the past” and why Hamid saw law firms as a scaling opportunity

  • 07:10 – From CRMs and workflows to KPIs: the pre‑AI foundation for scaling law firms

  • 07:40 – The “sky dropped” moment when AI hit the legal industry

  • 08:10 – Vendor noise, “Me Too AI,” and why vertical, single‑purpose AI tools overwhelm firms

  • 08:50 – Why multi-solution AI platforms (like LawPractice.ai) will ultimately win

  • 09:20 – Why firms must start using AI now instead of waiting for perfection

  • 09:50 – Where lawyers should start with AI: document collection as a low‑risk entry point

  • 10:30 – Using AI to automate document requests via SMS, email, and calls

  • 11:00 – AI document summary that checks whether a client sent the correct document

  • 11:40 – Why AI collection and summaries are “risk-free” compared to AI drafting

  • 12:10 – Using AI for document chronologies and conservative workloads

  • 12:40 – Explaining LegalSoft: global virtual staffing for law firms across eight countries

  • 13:30 – How virtual legal staff can cut overhead by up to 75% for firms

  • 14:20 – Why Hamid launched LawPractice.ai to AI‑enable both law firms and LegalSoft’s 4,000 professionals

  • 15:10 – Question 2: the top three challenges lawyers face when adopting AI

  • 15:30 – Challenge 1: finding the right AI tool in a crowded, noisy market

  • 16:00 – Challenge 2: underestimating implementation, training, and real‑world usage

  • 16:20 – Case example: an employment firm that changed its view of AI after proper training

  • 17:10 – Challenge 3: signing long-term AI contracts before proper testing

  • 17:30 – Why firms should insist on “try before you buy” pilot periods

  • 18:00 – Making AI usage mandatory to avoid adoption resistance inside the firm

  • 18:40 – Parallels with CRMs like Clio, Filevine, and CasePeer and partial user adoption

  • 19:20 – How poor CRM data entry disrupts the entire legal workflow

  • 20:00 – Question 3: “beyond AI” tech and why Hamid says it’s “AI, AI, AI” for now

  • 20:30 – The real three “emerging tech” priorities: selecting, implementing, and integrating AI

  • 21:00 – Why locking into long-term tech contracts is risky in a fast-moving AI landscape

  • 21:30 – The trap of attractive multi‑year discounts and what firms should watch for

  • 22:00 – Where listeners can find Hamid and book a one‑on‑one through LegalSoft

Resources

Mentioned in the episode

  • Hardware mentioned in the conversation

  • Software & Cloud Services mentioned in the conversation

🎙️ Ep. #134 — AI-Powered Legal Writing: How BriefCatch Helps Lawyers Write Smarter, Not Harder with Ross Guberman.

My next guest is Ross Guberman — founder of BriefCatch, nationally recognized legal writing trainer, and author of several acclaimed books on persuasive legal writing. Ross has trained thousands of lawyers and judges across the country. After years of teaching the craft of legal writing, he channeled that expertise into building BriefCatch — a purpose-built AI writing tool that lives right inside Microsoft Word and Outlook, scanning your legal documents using roughly 17,000 rules to help you write cleaner, sharper, and more persuasive work product. Whether you're a solo practitioner or part of a large firm, Ross brings insights that are immediately practical — no matter your tech comfort level. 🚀

Join Ross Guberman and me as we discuss the following three questions and more!

  1. 🏆 From your vantage point — having trained thousands of lawyers and judges and now running BriefCatch — what are the top three ways lawyers can leverage AI-driven writing tools like BriefCatch inside Word and Outlook to measurably improve the quality and persuasiveness of their briefs without sacrificing their own voice or judgment?

  2. ⚖️ For a tech-curious but time-strapped practitioner, what are the top three everyday workflows beyond traditional brief writing where lawyers are leaving the most value on the table by not using tools like BriefCatch and other legal tech?

  3. 🔮 Looking ahead five years, what are the top three technology competencies every lawyer must develop — not just "nice to have" skills — to collaborate effectively with AI, stay ethically compliant, and turn technology into a genuine competitive advantage rather than a source of risk?

In our conversation, we cover the following:

  • [00:30] 💻 Ross's current tech setup — MacBook Pro M4 Max, macOS, and iPhone 16

  • [01:30] 🔄 Why keeping your OS updated matters — security and performance

  • [03:00] 🖥️ External monitors, portable screens, and traveling with tech

  • [07:00] 📱 Using your iPad as an external monitor via Apple Sidecar

  • [08:30] 🎪 Bonus Question #1 - Ross’s experience in the ABA TECHSHOW Startup Alley

  • [11:00] ✍️ Question #1 — Top 3 ways to use AI writing tools to improve briefs without losing your voice

  • [12:00] 🧑‍⚖️ Using AI to role-play as a skeptical judge or opposing counsel to pressure-test your brief

  • [13:00] 📊 Transforming fact sections into timelines and case law into comparison charts

  • [14:00] 📝 Using AI as a self-check for hyperbole, redundancy, and tone

  • [15:30] 📲 How judges now read briefs on iPads — and what that means for your writing style

  • [17:00] 📂 Using Text Expander to store and deploy your best prompts

  • [18:30] 🎙️ Google Notebook LLM as a learning and podcast creation tool

  • [20:00] 🧩 Bonus Question #2 — What is BriefCatch and why use purpose-built legal AI over general tools?

  • [21:00] 🚀 The origin story of BriefCatch — from side hustle in 2018 to funded legal tech startup

  • [22:30] ⚙️ Workflow, ethics rules, and attorney-specific conventions — why legal-specific AI wins

  • [24:30] 📋 Question #2 — Top 3 underused everyday workflows for lawyers using AI

  • [25:00] 📧 Using AI with your email to surface unanswered messages and unresolved threads

  • [25:45] 📁 Mining your past work product for patterns, style, and reusable language

  • [26:30] 📅 Having AI review your calendar and correspondence for efficiency insights

  • [27:00] 🔒 Data privacy, security settings, and the risks of default AI configurations

  • [28:30] 🏛️ New York State's data protection approach and what more states should do

  • [29:30] 🤖 Question #3 — Top 3 technology competencies every lawyer must master in the next five years

  • [30:00] 🧠 Understanding how LLMs actually "think" — reading the AI's reasoning chain

  • [30:45] 🖊️ Making AI output sound like you — the human voice in an AI-generated world

  • [31:30] 🔧 Integrating AI into your daily workflow while preserving human judgment

  • [32:00] 👏 Closing thoughts and where to find Ross and BriefCatch

RESOURCES

🔗 Connect with Ross Guberman

  • 📧 Email: ross@briefcatch.com

  • 🌐 Website: https://www.briefcatch.com

  • 💼 LinkedIn: Search "Ross Guberman" on LinkedIn at https://www.linkedin.com

📌 Mentioned in the Episode

🖥️ Hardware Mentioned in the Conversation

☁️ Software & Cloud Services Mentioned in the Conversation